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Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

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Abstract

The first nickel-catalysed dehydrogenative coupling of primary alcohols and ethylene glycol with aromatic diamines for selective synthesis of mono- and di-substituted benzimidazoles and quinoxalines is reported. The earth-abundant, non-precious and simple NiCl2/L1 system enables the synthesis of N-heterocycles releasing water and hydrogen gas as byproducts. Mechanistic studies involving deuterium labeling experiments and quantitative determination of hydrogen gas evaluation were performed.

Graphical abstract: Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

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Publication details

The article was received on 25 Mar 2019, accepted on 18 Apr 2019 and first published on 25 Apr 2019


Article type: Communication
DOI: 10.1039/C9CC02319D
Chem. Commun., 2019, Advance Article

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    Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

    A. Bera, M. Sk, K. Singh and D. Banerjee, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC02319D

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